House Sitting in Bradley Estates, Milwaukee

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Top rated Bradley Estates house sitters

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Sitter Profile Image: Keisha P.
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Keisha P.
Star Sitter
from
$31
per night
5 out of 5.0 stars
22 reviews
11 repeat clients
8 years of experience
Clarke Square, Milwaukee, WI, 53204

As always, Keisha did a wonderful job taking care of my fur babies while I was out of town! Came home to happy pets and a clean house after a long day of traveling.

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Kate C.
Sitter Profile Image: Ashley W.
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Ashley W.
from
$45
per night
5 out of 5.0 stars
15 reviews
5 repeat clients
10 years of experience
Washington Heights, Milwaukee, WI, 53208

As usual, a smooth transaction/stay! We absolutely love Ashley. She is very flexible, punctual and most importantly - clean (we only do home stays). Our pup is always happy to see Ashley and enjoys her company very much.

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Kristina S.
Sitter Profile Image: Paul S.
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Paul S.
Star Sitter
from
$50
per night
5 out of 5.0 stars
45 reviews
22 repeat clients
20 years of experience
Germantown, WI, 53022

Paul took great care of our two puppies while we were on vacation! He sent multiple updates daily with pictures, and they were extremely well cared for. We never had to worry about them, and we were able to enjoy our vacation! I would leave my pets with Paul anytime!!

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Brian or Sarah L.
Sitter Profile Image: Addoris D.
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Addoris D.
from
$50
per night
5 out of 5.0 stars
10 reviews
1 repeat client
5 years of experience
Lower East Side, Milwaukee, WI, 53202

Did a great job managing our house full of animals while we were away for two weeks. We came home to happy healthy animals, and I could tell they'd been well-cared for!

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Nikki C.
Sitter Profile Image: Claire V.
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Claire V.
from
$60
per night
5 out of 5.0 stars
12 reviews
2 repeat clients
10 years of experience
Milwaukee, WI, 53208

Absolutely wonderful!!! Claire is very reliable, communicative and sends the best photos. Most importantly, Charlie adores her and she adores him right back!!! I am so happy and feel extremely confident leaving him in her care. Will book her again without hesitation!🩷

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Mary Elizabeth W.
Sitter Profile Image: Charles B.
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Charles B.
Star Sitter
from
$28
per night
5 out of 5.0 stars
48 reviews
8 repeat clients
17 years of experience
Fox Point, WI, 53217

Could not recommend more! Was amazing with my dog and when I got stuck and had to stay an extra day got me out of a tight spot by continuing to look after my dog! I would recommend to anyone and will be using again!

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Vicki W.
Sitter Profile Image: Jeanee S.
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Jeanee S.
from
$65
per night
5 out of 5.0 stars
18 reviews
8 repeat clients
25 years of experience
Menomonee Falls, WI, 53051

Jeanee was the most incredible dog sitter we have ever had. Lilly got to go on many adventures and walks. Once Lilly got to know Jeanne, she asked if Lilly could with on errands, Lilly loves car rides. I suggested if she wanted to take her home to introduce Lilly to her furbaby - she could give it a shot. Keeping in mind that Lilly is food & person possessive and can be aggressive with older dogs, but Jeanee knew exactly how to handle her. It worked out so well that Lilly stayed at her home the remaining 6 days! Her dog really enjoyed having another dog around. She took Lilly's bed, food, treats and favorite stuffie to her house, so Lilly felt right at home. It really helped Lilly, she wasn't constantly watching for us, missing us and she ate so well. We had constant communication and updates. Anytime I sent a message she responded very quickly. This was the most confident and secure we have ever felt on our vacation. It made for a very relaxing and fun vacation. Knowing we now have an incredible sitter for Lilly, we are looking to book future vacations. 100% recommend!! Your furbaby will be in incredible hands!!

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Michele M.
Sitter Profile Image: Jamila M.
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Jamila M.
Star Sitter
from
$57
per night
5 out of 4.9 stars
82 reviews
24 repeat clients
27 years of experience
Washington Heights, milwaukee, WI, 53208

Awesome job! Would highly recommend. Expert care of our needy, elderly Great Pyrenees, and pure wizardry with our little shepherd who can be tricky unless you’re in her pack.

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Jon G.
Sitter Profile Image: Ali M.
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Ali M.
from
$65
per night
5 out of 5.0 stars
52 reviews
20 repeat clients
10 years of experience
Milwaukee, WI, 53211

My dog and cat seemed to really like Ali. She sent lots of pictures and kept me updated. I really appreciate that she was able to help me out in a pinch with a last-minute holiday booking!

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Laura B.
Sitter Profile Image: Tegra R.
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Tegra R.
Star Sitter
from
$40
per night
5 out of 5.0 stars
42 reviews
14 repeat clients
30 years of experience
Milwaukee, WI, 53223

Tegra made me feel comfortable with leaving my senior pup. She provided photos and communicated with me when the many times I reached out to check in on Tedi. I came home to a happy pup!

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Jeanee S.
Sitter Profile Image: Camila S.
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Camila S.
from
$45
per night
5 out of 5.0 stars
6 reviews
10 years of experience
Milwaukee, WI, 53217

I couldn’t have picked a better place to leave my dog. I needed a last minute dog sitter and luckily for me Camila was available. When we arrived we were welcomed by Camila and her mom and my dog rushed over happily. Their home is lovely and my dog loved the backyard. Camila makes sure to send updates and pics so I knew my dog was having a great time. I can’t thank Camila and her mom enough for helping us short notice and giving my dog a wonderful stay. I would highly recommend them to anyone!

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Lynne K.
Sitter Profile Image: Jaclyn O.
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Jaclyn O.
from
$50
per night
5 out of 4.9 stars
81 reviews
36 repeat clients
25 years of experience
Park Knoll, Milwaukee, WI, 53225

We loved having Jaclyn stay and care for our fur baby! We loved that she sent so many pictures! It made us feel at ease and we loved checking in on our pup each night. Jaclyn really made us feel at ease that Ellie was being so well taken care of. Our girl is a rescue and although she loves being near humans she doesn’t always warm up to people, but she was smiling, asking for pets and belly rubs and knew she was happy with Jaclyn! Definitely would book with her again!

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Becca K.
Sitter Profile Image: Katelyn A.
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Katelyn A.
Star Sitter
from
$85
per night
5 out of 4.9 stars
21 reviews
13 repeat clients
8 years of experience
Bayside, WI, 53217

Katelyn is great! We’ve had her to our house twice now to stay overnight with our girls. She sends updates throughout the stay and our girls always seem to be very happy after a weekend with her.

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Michaela M.
Sitter Profile Image: Julia M.
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Julia M.
from
$45
per night
5 out of 5.0 stars
30 reviews
5 repeat clients
15 years of experience
Enderis Park, Milwaukee, WI, 53210

Julia was delightful to work with and so attentive to our 1 yr old German Shorthair Pointer, Ryker. They were together for almost 2 weeks in our home. She took great care of him and the house. She gave him plenty of outdoor walks and adventures, snuggle/cuddle time and lots of love. Ryker gives her 5 out of 5 bones 🍖 🍖 🍖 🍖 🍖 too! Will definitely use her again for walking or dog/house sitting.

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Therese H.
Sitter Profile Image: Jasmine T.
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Jasmine T.
Star Sitter
from
$55
per night
5 out of 5.0 stars
15 reviews
6 repeat clients
5 years of experience
Timmerman West, Milwaukee, WI, 53225

Jasmine watched our 3 month old puppy and was awesome! She provided plenty of updates (lots of pictures!), was able to let her out regularly, and kept her entertained all day while we were gone! Would definitely recommend her to anyone looking for a reliable puppy sitter!

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Madison W.
Sitter Profile Image: Cynthia E.
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Cynthia E.
from
$28
per night
40 years of experience
Fox Point, WI, 53217

About: I have many years of pet care experience, I grew up on a farm,I have a calm caring approach I'm dependable and full of heart! I'm currently in between jobs so I have plenty of time for your fur baby for walks , belly rubs, treats & tail wags everything we're together! Safety is always a priority!! Love and affection & pets happiness is very important to me - treat them like family - because they are!

Sitter Profile Image: Sabina A.
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Sabina A.
from
$30
per night
15 years of experience
River Hills, WI, 53217

About: I’ve had dogs since I was 15 and recently got two cats of my own (instagram: cheddarandremy)! I’ve taken care of family and friends pets as well. While I am a full-time attorney, I work from home and can take an hour out of my day to walk a dog or feed animals. I’m also free after 5:00 and on the weekends! I can care for the pets however the client needs me to as I understand every animal has their own needs. I love going on long walks and am extremely responsible and careful

Sitter Profile Image: Jeff G.
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Jeff G.
from
$70
per night
5 out of 4.9 stars
53 reviews
13 repeat clients
15 years of experience
Glendale, WI, 53209

So happy we found Jeff. He not only took care of our little fur angels, but he took packages for us. The girls loved him, he stayed the whole weekend. When we returned the girls were calm and content, and Jeff even left a detailed log of their weekend activities. Happy to say we will book again!

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Britteny R.
Sitter Profile Image: Selena M.
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Selena M.
from
$28
per night
1 repeat client
8 years of experience
Calumet Farms, Milwaukee, WI, 53224

About: I often take care of my mom’s senior dog. He requires a lot of attention due to his health and getting around. I love to be an assistant to him. I work from home on Mondays and Fridays and I am often free during the weekends. I can make sure I have enough time available for any of your needs. I live in a pet friendly apartment. I don’t live near any busy streets and can take a dog on a nice stroll around my neighborhood. I can keep animals in crates, if requested.

Sitter Profile Image: Jennifer H.
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Jennifer H.
from
$25
per night
5 out of 5.0 stars
4 reviews
11 years of experience
Brown Deer, WI, 53223

Jennifer was fantastic with Ollie! He loved her right away and I felt very comfortable having her care for him. She gave me updates and sent pics throughout the stay which I greatly appreciated. Excellent first sir and would certainly have her sit again!

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Angi K.
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Sitter Profile Image: Keisha P.
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Sitter Profile Image: Keisha P.
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Keisha P.
Star Sitter

Your Furbabies will Love Me
Clarke Square, Milwaukee, WI, 53204
9.7 mi. away
House Sitting, Drop-In Visits
from
$31
per night
5 out of 5.0 stars
22 reviews
11 repeat clients
Profile image

As always, Keisha did a wonderful job taking care of my fur babies while I was out of town! Came home to happy pets and a clean house after a long day of traveling.

Availability updated today
Sitter Profile Image: Ashley W.
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Sitter Profile Image: Ashley W.
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Ashley W.

Active person loves active dogs
Washington Heights, Milwaukee, WI, 53208
6.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
15 reviews
5 repeat clients
Profile image

As usual, a smooth transaction/stay! We absolutely love Ashley. She is very flexible, punctual and most importantly - clean (we only do home stays). Our pup is always happy to see Ashley and enjoys her company very much.

Availability updated 26 days ago
Sitter Profile Image: Paul S.
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Sitter Profile Image: Paul S.
Verified Enhanced Background Check

Paul S.
Star Sitter

Home full time, flexible schedule
Germantown, WI, 53022
8.1 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
45 reviews
22 repeat clients
Profile image

Paul took great care of our two puppies while we were on vacation! He sent multiple updates daily with pictures, and they were extremely well cared for. We never had to worry about them, and we were able to enjoy our vacation! I would leave my pets with Paul anytime!!

Availability updated 7 days ago
Sitter Profile Image: Addoris D.
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Sitter Profile Image: Addoris D.
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Addoris D.

Queer Friendly & Energetic Sitter
Lower East Side, Milwaukee, WI, 53202
8.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
10 reviews
1 repeat client
Profile image

Did a great job managing our house full of animals while we were away for two weeks. We came home to happy healthy animals, and I could tell they'd been well-cared for!

Availability updated 7 days ago
Sitter Profile Image: Claire V.
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Sitter Profile Image: Claire V.
Verified Enhanced Background Check

Claire V.

Claire's Got your Pet care covered!
Milwaukee, WI, 53208
8.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
12 reviews
2 repeat clients
Profile image

Absolutely wonderful!!! Claire is very reliable, communicative and sends the best photos. Most importantly, Charlie adores her and she adores him right back!!! I am so happy and feel extremely confident leaving him in her care. Will book her again without hesitation!🩷

Availability updated 4 days ago
Sitter Profile Image: Charles B.
Verified Enhanced Background Check
Sitter Profile Image: Charles B.
Verified Enhanced Background Check

Charles B.
Star Sitter

Pet lover ready 2 watch your bestie
Fox Point, WI, 53217
4.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$28
per night
5 out of 5.0 stars
48 reviews
8 repeat clients
Profile image

Could not recommend more! Was amazing with my dog and when I got stuck and had to stay an extra day got me out of a tight spot by continuing to look after my dog! I would recommend to anyone and will be using again!

Availability updated 20 days ago
Sitter Profile Image: Jeanee S.
Verified Enhanced Background Check
Sitter Profile Image: Jeanee S.
Verified Enhanced Background Check

Jeanee S.

Pets just get me!
Menomonee Falls, WI, 53051
6.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 5.0 stars
18 reviews
8 repeat clients
Profile image

Jeanee was the most incredible dog sitter we have ever had. Lilly got to go on many adventures and walks. Once Lilly got to know Jeanne, she asked if Lilly could with on errands, Lilly loves car rides. I suggested if she wanted to take her home to introduce Lilly to her furbaby - she could give it a shot. Keeping in mind that Lilly is food & person possessive and can be aggressive with older dogs, but Jeanee knew exactly how to handle her. It worked out so well that Lilly stayed at her home the remaining 6 days! Her dog really enjoyed having another dog around. She took Lilly's bed, food, treats and favorite stuffie to her house, so Lilly felt right at home. It really helped Lilly, she wasn't constantly watching for us, missing us and she ate so well. We had constant communication and updates. Anytime I sent a message she responded very quickly. This was the most confident and secure we have ever felt on our vacation. It made for a very relaxing and fun vacation. Knowing we now have an incredible sitter for Lilly, we are looking to book future vacations. 100% recommend!! Your furbaby will be in incredible hands!!

Availability updated yesterday
Sitter Profile Image: Jamila M.
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Sitter Profile Image: Jamila M.
Verified Background Check

Jamila M.
Rover 101
Star Sitter

Neighbor providing additional love
Washington Heights, milwaukee, WI, 53208
6.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$57
per night
5 out of 4.9 stars
82 reviews
24 repeat clients
Profile image

Awesome job! Would highly recommend. Expert care of our needy, elderly Great Pyrenees, and pure wizardry with our little shepherd who can be tricky unless you’re in her pack.

Availability updated 17 days ago
Sitter Profile Image: Ali M.
Verified Background Check
Sitter Profile Image: Ali M.
Verified Background Check

Ali M.

I love dogs, cats, and herptiles !
Milwaukee, WI, 53211
7.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 5.0 stars
52 reviews
20 repeat clients
Profile image

My dog and cat seemed to really like Ali. She sent lots of pictures and kept me updated. I really appreciate that she was able to help me out in a pinch with a last-minute holiday booking!

Availability updated 2 days ago
Sitter Profile Image: Tegra R.
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Sitter Profile Image: Tegra R.
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Tegra R.
Star Sitter

The right Mama to care 4 your baby
Milwaukee, WI, 53223
1.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per night
5 out of 5.0 stars
42 reviews
14 repeat clients
Profile image

Tegra made me feel comfortable with leaving my senior pup. She provided photos and communicated with me when the many times I reached out to check in on Tedi. I came home to a happy pup!

Availability updated 4 months ago
Sitter Profile Image: Camila S.
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Sitter Profile Image: Camila S.
Verified Enhanced Background Check

Camila S.

college student!
Milwaukee, WI, 53217
5.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
6 reviews
Profile image

I couldn’t have picked a better place to leave my dog. I needed a last minute dog sitter and luckily for me Camila was available. When we arrived we were welcomed by Camila and her mom and my dog rushed over happily. Their home is lovely and my dog loved the backyard. Camila makes sure to send updates and pics so I knew my dog was having a great time. I can’t thank Camila and her mom enough for helping us short notice and giving my dog a wonderful stay. I would highly recommend them to anyone!

Availability updated today
Sitter Profile Image: Jaclyn O.
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Sitter Profile Image: Jaclyn O.
Verified Background Check

Jaclyn O.

The Friendly, Neighborhood Pet Lady
Park Knoll, Milwaukee, WI, 53225
4.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5 out of 4.9 stars
81 reviews
36 repeat clients
Profile image

We loved having Jaclyn stay and care for our fur baby! We loved that she sent so many pictures! It made us feel at ease and we loved checking in on our pup each night. Jaclyn really made us feel at ease that Ellie was being so well taken care of. Our girl is a rescue and although she loves being near humans she doesn’t always warm up to people, but she was smiling, asking for pets and belly rubs and knew she was happy with Jaclyn! Definitely would book with her again!

Availability updated 3 months ago
Sitter Profile Image: Katelyn A.
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Sitter Profile Image: Katelyn A.
Verified Enhanced Background Check

Katelyn A.
Star Sitter

Eat. Play. Love.
Bayside, WI, 53217
3.7 mi. away
House Sitting, Dog Walking
from
$85
per night
5 out of 4.9 stars
21 reviews
13 repeat clients
Profile image

Katelyn is great! We’ve had her to our house twice now to stay overnight with our girls. She sends updates throughout the stay and our girls always seem to be very happy after a weekend with her.

Availability updated 3 days ago
Sitter Profile Image: Julia M.
Verified Enhanced Background Check
Sitter Profile Image: Julia M.
Verified Enhanced Background Check

Julia M.

Wags to Whiskers
Enderis Park, Milwaukee, WI, 53210
6.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
30 reviews
5 repeat clients
Profile image

Julia was delightful to work with and so attentive to our 1 yr old German Shorthair Pointer, Ryker. They were together for almost 2 weeks in our home. She took great care of him and the house. She gave him plenty of outdoor walks and adventures, snuggle/cuddle time and lots of love. Ryker gives her 5 out of 5 bones 🍖 🍖 🍖 🍖 🍖 too! Will definitely use her again for walking or dog/house sitting.

Availability updated today
Sitter Profile Image: Jasmine T.
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Sitter Profile Image: Jasmine T.
Verified Enhanced Background Check

Jasmine T.
Star Sitter

🐈‍⬛Caring for your furry family🐕
Timmerman West, Milwaukee, WI, 53225
5.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5 out of 5.0 stars
15 reviews
6 repeat clients
Profile image

Jasmine watched our 3 month old puppy and was awesome! She provided plenty of updates (lots of pictures!), was able to let her out regularly, and kept her entertained all day while we were gone! Would definitely recommend her to anyone looking for a reliable puppy sitter!

Availability updated 18 days ago
Sitter Profile Image: Cynthia E.
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Sitter Profile Image: Cynthia E.
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Cynthia E.
Rover 101

Loving Care when you're not there!
Fox Point, WI, 53217
3.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$28
per night
2 reviews

Cyndi has taken care of my 3 Cats Liza,Halston,and Thor numerous times. Cyndi takes care of their daily needs but, keeps them entertained. They ❤️ her.

Availability updated 4 days ago
Sitter Profile Image: Sabina A.
Verified Enhanced Background Check
Sitter Profile Image: Sabina A.
Verified Enhanced Background Check

Sabina A.

full-time attorney and animal lover
River Hills, WI, 53217
3.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per night
1 review

Sabina has been watching my cats for the last 5 years! She always sends pictures, makes sure they have fresh food and water and will make sure to take time to find them if they are hiding. She is always spending a little extra time with them when we’re away to make sure they’re getting some attentions and love. Sabina is our go to cat sitter when we’re away.

Availability updated 16 days ago
Sitter Profile Image: Jeff G.
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Sitter Profile Image: Jeff G.
Verified Enhanced Background Check

Jeff G.

Care for dogs like they're children
Glendale, WI, 53209
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$70
per night
5 out of 4.9 stars
53 reviews
13 repeat clients
Profile image

So happy we found Jeff. He not only took care of our little fur angels, but he took packages for us. The girls loved him, he stayed the whole weekend. When we returned the girls were calm and content, and Jeff even left a detailed log of their weekend activities. Happy to say we will book again!

Availability updated 5 days ago
Sitter Profile Image: Selena M.
Verified Enhanced Background Check
Sitter Profile Image: Selena M.
Verified Enhanced Background Check

Selena M.

I can help with your fur babies.
Calumet Farms, Milwaukee, WI, 53224
3.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$28
per night
4 reviews
1 repeat client

Selena and Maui has a truly special bond. The excitement that he shows towards her is a clear sign of affection and a happy anticipation. Patience is key when working with such enthusiastic energy and she has that. It's wonderful that they have such a positive connection.

Availability updated 38 days ago
Sitter Profile Image: Jennifer H.
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Sitter Profile Image: Jennifer H.
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Jennifer H.

Dedicated to serve su-paw star pets
Brown Deer, WI, 53223
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per night
5 out of 5.0 stars
4 reviews
Profile image

Jennifer was fantastic with Ollie! He loved her right away and I felt very comfortable having her care for him. She gave me updates and sent pics throughout the stay which I greatly appreciated. Excellent first sir and would certainly have her sit again!

Availability updated 18 days ago

How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

Why Choose Rover?

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    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your house sitter has to cancel, we’ll work with you to find a new sitter.

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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

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